Basicity order (reflected by $pK_b$): higher basicity ⇒ higher $pK_b$
- Benzylamine is more basic due to less delocalization of lone pair.
- p-Methoxyaniline has +R effect of –OCH$_3$, increasing basicity.
- p-Nitroaniline has –R/–I effect (electron-withdrawing), decreasing basicity.
- Aniline’s lone pair is delocalized into the ring, reducing its availability.
Thus, order: Benzylamine \textgreater{} p-Methoxyaniline \textgreater{} p-Nitroaniline \textgreater{} Aniline